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Synthesis 2018; 50(07): 1402-1416
DOI: 10.1055/s-0036-1591762
DOI: 10.1055/s-0036-1591762
short review
Product Divergence in Coinage-Metal-Catalyzed Reactions of π-Rich Compounds
This short review article was supported by a Discovery Project Grant (DP160101682) from the Australian Research Council. All present and past group members whose names appear in the references are also thanked for their invaluable contributions.Further Information
Publication History
Received: 05 December 2017
Accepted after revision: 12 January 2018
Publication Date:
12 February 2018 (online)
Abstract
This short review aims to summarize how the product outcome of reactions of a common starting material can sometimes be controlled by the judicious choice of copper, silver or gold as the catalyst. It highlights the different reactivities observed in the functional group transformations of π-rich substrates mediated by the three group 11 metal salts.
1 Introduction
2 Reactions of Propargyl Amines, Esters and Their Derivatives
3 Reactions of Phenylacetylene Derivatives
4 Reactions of π-Rich Alcohols and Ethers
5 Indolyl Cyclopropene and Alkynone Rearrangements
6 Reactions Involving Metal-Carbene and Metal-Carbenoid Intermediates
7 Conclusion
-
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Recent reviews on the use of copper catalysis in organic synthesis:
Recent reviews on the use of silver catalysis in organic synthesis:
Recent reviews on the use of gold catalysis in organic synthesis:
Reviews comparing the similar reactivities of the coinage metals:
Selected reviews on the other fields of application of the coinage metals:
Reviews on the coinage-metal-catalyzed reactions of propargyl amines, esters and their derivatives, see Refs. 1g, 3c, 3d, 4d and:
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